Brenda and Dylan first meet at the Walshes', and Brenda decides to dye her hair blonde as she thinks Dylan prefers blondes. Her hair comes out looking orange and, embarrassingly, she happens upon Dylan while out for a run in the neighbourhood, where he assures her that the hair color doesn't matter to him. This is the first time the two are seen flirting.
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| - Brenda and Dylan first meet at the Walshes', and Brenda decides to dye her hair blonde as she thinks Dylan prefers blondes. Her hair comes out looking orange and, embarrassingly, she happens upon Dylan while out for a run in the neighbourhood, where he assures her that the hair color doesn't matter to him. This is the first time the two are seen flirting.
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| - Acrimonious at first, but Brenda supports Dylan when his father is killed. They almost get back together at the beginning of college , but Brenda insists they remain friends.
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| - Brenda and Dylan first meet at the Walshes', and Brenda decides to dye her hair blonde as she thinks Dylan prefers blondes. Her hair comes out looking orange and, embarrassingly, she happens upon Dylan while out for a run in the neighbourhood, where he assures her that the hair color doesn't matter to him. This is the first time the two are seen flirting. They don't really reconnect until Brenda tags along on a hangout with Brandon and Dylan, and when Brandon gets sick, Brenda and Dylan hang out alone. This is the episode where they actually end up kissing and embarking on possibly the most iconic relationship of the series. The same episode also sees the beginning divide of the Walsh household where Dylan is concerned, notably Jim's prejudices that Dylan is like his imprisoned father. Brenda learns that Dylan is a recovering addict when Dylan helps Brandon, after the latter gets into a car accident while intoxicated. This does not seem to faze Brenda as she and Dylan continue their relationship throughout the remainder of the season. Aside from the common teen relationship hurdles, such as whether both Dylan and Brenda become attracted to other people while together and how they handle that, they also experience some true difficulties, such as when Brenda fears she has a malignant tumor. A pivotal moment in their relationship occurs at the 1991 Spring Fling, when they sleep together for the first time. When Jim gets offered double the fees and a promotion back in Minnesota, he takes it and Dylan and Brenda are faced with separation. At the last moment, Jim decides against moving, after seeing the impact the presence of the Walsh family has had on their community.
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